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Villa holiday rentals in Leeward

Find and book unique villas on Airbnb

Quick stats about villa rentals in Leeward

  • Total holiday rentals

    Explore 150 holiday rentals in Leeward

  • Nightly prices starting at

    Leeward holiday rentals start at $214 AUD per night before taxes and fees

  • Verified guest reviews

    Over 2,620 verified reviews to help you choose

  • Family-friendly holiday rentals

    130 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    150 properties feature pools

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    150 of Leeward holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Leeward rentals

  • 4.8 Average rating

    Leeward stays are highly rated by guests—averaging 4.8 out of 5!

Top-rated villa rentals in Leeward

Guests agree: These villas are highly rated for location, cleanliness and more.

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Guest favourite
A private villa features a sparkling pool surrounded by lush palm trees and a spacious patio. Comfortable lounge chairs are positioned near the water, while the interior of the villa can be seen through expansive glass doors, seamlessly integrating indoor and outdoor living.
Villa in Caicos Islands
4.96 out of 5 average rating, 134 reviews

Cheers 🥂 Villa 🌴

Beautiful private Villa in a superb location,surrounded with🌴.Just 2 minutes by car, or 10 minute walk to Grace Bay Beach & Shopping! Cheers Villa is a bright and inviting getaway, ideal for relaxing moments and quality time during your stay. We have all the essentials to enjoy the climate of Turks & Caicos. You can relax by the private pool after a day at the beach! 2 bedrooms (King & Queen) 2.5 bathroom. Each room has its own AC as well as the downstairs living space. 🚧 in the neighborhood.

Top Guest favourite
Villa in Grace Bay
4.96 out of 5 average rating, 78 reviews

Ideal Honeymoon Villa

Luxurious Gated Villa near Grace Bay Beach– Private Pool & Jacuzzi♨️ Escape to this luxury villa, just 2 minutes by car or a 10-min walk from Grace Bay Beach. Relax in your private infinity pool or rooftop jacuzzi with ocean view. The villa features 2 outdoor balconies, a modern kitchen with new appliances, and fast fiber internet. Perfect for 2 guests, this private retreat offers comfort, style, and Super host service. Close to dining, shopping, and activities. Book your dream vacation today🌴

Guest favourite
Villa in Grace Bay
4.89 out of 5 average rating, 130 reviews

Gated Villa + Private Pool• Walk to GraceBay Beach

Popular for Families, Couples & Group Vacations! PRIVATE Sun Drenched Pool. Walk to Famous GraceBay Beach + shopping, dining, night-life, “Incredible space! Loved the outdoor/indoor living combo and comfy veranda.” Sarah Burton, OH, USA The villa is tucked away in a peaceful setting on a private gated street with only 4 villas! Features a PRIVATE pool perfect for relaxation, sunbathing, enjoying some cocktails & your favorite music. The Ultimate Escape. Unpack, Relax, Enjoy... Reserve Now!

Guest favourite
The image captures a serene outdoor setting, featuring a private pool surrounded by lush palm trees. The sun sets in the background, creating a warm glow. A staircase leads from the villa to the pool area, enhancing the inviting atmosphere of the retreat.
Villa in Leeward Settlement
4.75 out of 5 average rating, 61 reviews

Delightful Family Villa with Pool in Leeward

Slow down, discover our family's favourite spot for gathering and relaxation. Surrounded by luscious flora & access to the world's #1 Beach in 100 steps. Relax at our retreat while the trade winds whisper through the trees. Worries are forgotten, and memories are made in a home away from home. We offer our home as a family retreat. It features a private pool, outdoor shower, huge covered outdoor dining space, BBQ, three bedrooms, and three bathrooms. Relax and make memories of a lifetime!

Guest favourite
Villa in The Bight Settlement
4.97 out of 5 average rating, 147 reviews

Ideal private getaway villa | 250 yds to the beach

The perfect getaway villa, just 250 yards from Grace Bay beach, Gracehaven Getaway is tucked away from passing traffic in a little garden oasis of its own. It is an ideal venue to celebrate anniversaries, birthdays, or honeymoons, or just for a couple seeking a romantic, private setting. Enjoy your own private pool hidden away from main roads and just a 2-minute walk to the Grace Bay beach and Coral Gardens Reef. Easily walk to local restaurants or visit the nearby supermarket for groceries.

Guest favourite
A modern villa is framed by lush tropical landscaping, featuring vibrant flowers in shades of red and purple. A private pool is surrounded by lounge chairs and umbrellas, with a shaded seating area, inviting relaxation under clear blue skies.
Villa in Caicos Islands
4.92 out of 5 average rating, 111 reviews

Modern 4BR oasis on 1 acre, 1 min from the Beach

Legacy Palms Villa is an ideal oasis for visitors to Providenciales. Set on an acre of private land, this secluded location provides privacy and tranquility. Kick back and relax by the pool with tons of natural shade from the beautiful palm trees and natural island vegetation or take a 10 minute walk to the beach. The villa is also a short 5 minute drive to the popular Grace Bay strip where you can find many different restaurants, tourist attractions, shopping, and grocery stores.

Superhost
A modern villa is showcased, with its sleek design complemented by lush tropical landscaping. A private plunge pool is visible, surrounded by wooden decking and lounge chairs. A small outdoor dining area and a barbecue grill are also present, creating a relaxing outdoor living space.
Villa in Long Bay Hills
4.9 out of 5 average rating, 148 reviews

VILLA INFINI..PLUNGE POOL.🌴TROPICAL GETAWAY

Take it easy at this dreamy, unique and tranquil getaway. Villa Infini brings privacy and relaxation all in one. Tropical oasis landscaping that will bring you connected with nature and amplify the commencement of your personal getaway. Bali like plunge pool that can create amazing insta-worthy moments. Located in Long Bay! A 5 minute walk to Long Bay Beach, a 5 minute drive to the nearest grocery store and a 5 minute drive to Grace Bay Beach. Everything is 5 minutes away!!

Top Guest favourite
A serene beachfront scene showcases two yellow lounge chairs positioned under white umbrellas. The calm turquoise waters are framed by a clear blue sky, with fluffy white clouds dotting the horizon. Native greenery and sandy pathways lead to the water's edge.
Villa in Providenciales
4.96 out of 5 average rating, 151 reviews

Villa DelEvan 4D / 1-bedroom villa

Centrally located on the Grace Bay Beach, a perfect place for luxury, rest & tasting the best island cuisine. Close to everything you need for a great vacation: Walking dist. from 4 restaurants - Mango Reef, Shark Bite, Baci & Simone’s. 10 min drive to the famous island Fish Fry, 15 min drive to the Airport, 5 min drive to the supermarket. Gated property, private parking, 24hr security. Boating/fishing/sightseeing/wind surfing & more. Water sports pick-up on property.

Guest favourite
Villa in The Bight Settlement
5 out of 5 average rating, 5 reviews

NEW Luxury Grace Bay villa|Pool | 2 min>Beach|Reef

Escape to your own private villa, just a two-minute stroll from Grace Bay Beach. Thoughtfully designed for luxury, comfort, the villa features two bedrooms—one with a king bed and the other with two twin XL beds that easily convert into a king each with its own ensuite bathroom. Leave the car behind and walk to 9 restaurants in area. After a day of sun&sand, return to your peaceful villa with a private pool, dine on the porch, or unwind with a movie.

Superhost
A modern villa features a private pool surrounded by a spacious patio area, with lounge chairs positioned nearby. A spiral staircase is seen leading to the upper deck, offering additional outdoor seating. Large glass doors provide views of the interior living spaces.
Villa in Grace Bay
4.89 out of 5 average rating, 35 reviews

Caya Villa 1 - 2 Bedroom - Modern Island Home

Caya Villas are welcoming, modern island fusion styled homes with endless roof deck views to the Caicos Bank. Nestled in the heart of beautiful Long Bay Beach, that’s home to the renowned Shore Club Resort and a less than a mile away from the worlds top beach, Grace Bay Beach. Our two adjacent villas in a gated property are your perfect getaway! 12% Government Tax is calculated in final payment. Follow @islehavenpropertiestci Tag #islehaventci

Guest favourite
An inviting outdoor space features a modern swimming pool surrounded by tropical landscaping. Lounge chairs provide a comfortable spot for relaxation. Large glass doors open to the villa, enhancing the connection between indoor and outdoor areas. Shade is offered by a large umbrella.
Villa in Leeward Settlement
5 out of 5 average rating, 20 reviews

Golden Palms – Lotus Villas #2 Privacy, Pool, BBQ

Our Lotus Villa is an Oasis in the heart of the Caribbean and escape to a tropical haven in our stunning 3-bed room, perfectly nestled in the heart of Turks and Caicos. This Luxurious retreat promises an unforgettable Island experience, with its pool and garden views, and lavish amenities. The villa is newly built and thoughtfully designed to make your visit unique, comfortable and unforgettable!

Superhost
A spacious living area features high, exposed beam ceilings and light-colored wooden flooring. Large windows allow natural light to fill the space, showcasing a cozy seating arrangement and entertainment center. Sliding glass doors lead to a terrace overlooking lush surroundings.
Villa in Providenciales
4.84 out of 5 average rating, 32 reviews

The Caicos House -5 mins to the Beach & Dining!

Daily Housekeeping included! …… Nestled in the tranquil gated community of Leeward, on the heels of the Grace Bay and the Grace Bay Beach, regularly ranked as the “The Best Beach in the World!”. The upscale Leeward community is within a 5-8 minute drive to the Grace Bay shopping and restaurant district, with over two dozen businesses, including a large grocery store and bank.

Popular amenities for Leeward villa rentals